Cheap Flights from MDW to ORL

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The Cheapest Round-trip Tickets from to Orlando

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13 April 202616 April 2026DirectFrontier AirlinesRT from 110

The Cheapest Flights for this Month from to Orlando

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18 March 202623 March 2026DirectSouthwest AirlinesRT from 817
20 March 202623 March 2026DirectFrontier AirlinesRT from 381
21 March 202623 March 2026DirectFrontier AirlinesRT from 271
23 March 202629 March 20262 StopsFrontier AirlinesRT from 311
31 March 20265 April 20261 StopFrontier AirlinesRT from 220
1 April 20265 April 20261 StopFrontier AirlinesRT from 286
7 April 202612 April 20261 StopFrontier AirlinesRT from 203
10 April 202613 April 20261 StopFrontier AirlinesRT from 289
13 April 202616 April 2026DirectFrontier AirlinesRT from 110
17 April 202619 April 2026DirectFrontier AirlinesRT from 166
29 April 20266 May 20261 StopFrontier AirlinesRT from 158
1 May 20263 May 2026DirectFrontier AirlinesRT from 194
8 May 202610 May 2026DirectFrontier AirlinesRT from 187
14 May 202617 May 20261 StopFrontier AirlinesRT from 252
15 May 202617 May 20261 StopFrontier AirlinesRT from 191
21 May 202624 May 20261 StopFrontier AirlinesRT from 375
22 May 202625 May 20261 StopFrontier AirlinesRT from 266
29 May 20265 June 20261 StopFrontier AirlinesRT from 339
2 June 20266 June 20261 StopFrontier AirlinesRT from 234
5 June 20267 June 20261 StopFrontier AirlinesRT from 233
8 June 202612 June 20261 StopFrontier AirlinesRT from 361
10 June 202617 June 2026DirectSouthwest AirlinesRT from 482
12 June 202614 June 20261 StopAllegiant AirRT from 285
6 August 202610 August 2026DirectSouthwest AirlinesRT from 527
7 August 202610 August 2026DirectSouthwest AirlinesRT from 527
13 August 202617 August 20261 StopFrontier AirlinesRT from 365
24 September 202627 September 2026DirectSouthwest AirlinesRT from 469

The Cheapest Flights from to Orlando for the Year Ahead

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31 March 20265 April 20261 StopFrontier AirlinesRT from 220
13 April 202616 April 2026DirectFrontier AirlinesRT from 110
8 May 202610 May 2026DirectFrontier AirlinesRT from 187
5 June 20267 June 20261 StopFrontier AirlinesRT from 233
13 August 202617 August 20261 StopFrontier AirlinesRT from 365
24 September 202627 September 2026DirectSouthwest AirlinesRT from 469
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